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Multifunctional lignin arylamine macromolecular antioxidant and preparation method and application thereof

A macromolecular antioxidant and multi-functional technology, applied in the production of bulk chemicals, etc., can solve the problems that are not related to the antioxidant performance of lignin aromatic amines, aromatic amines and lignin, etc., and achieve a significant antioxidant effect , Improve the antioxidant capacity, improve the effect of dispersibility

Active Publication Date: 2018-04-10
WUHAN INSTITUTE OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The Chinese patent with the publication number CN 106589403 A discloses a method of degrading lignin by laccase to improve the antioxidant activity of lignin, but this method does not substantially change the phenolic group of the lignin molecule into a hindered phenolic structure, But only by reducing the molecular weight of lignin and exposing more phenol groups to achieve high antioxidant activity of lignin, and its application does not involve polymer antioxidants
On the other hand, there are many related documents and patent reports on the preparation of lignin amines, but most of them are introduced into lignin molecules by aliphatic amines and used as cationic emulsifiers, and do not involve the reaction between aromatic amines and lignin. Relating to the antioxidant properties of lignin aromatic amines (such as Chinese patents CN 104693450 A, CN104592530 A, CN 106750364 A)

Method used

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  • Multifunctional lignin arylamine macromolecular antioxidant and preparation method and application thereof
  • Multifunctional lignin arylamine macromolecular antioxidant and preparation method and application thereof
  • Multifunctional lignin arylamine macromolecular antioxidant and preparation method and application thereof

Examples

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Effect test

Embodiment 1

[0030] (1) Prepare a mixed solution of alkali lignin and N-phenyl-p-phenylenediamine: add alkali lignin, N-phenyl-p-phenylenediamine, and water into a three-necked flask at a mass ratio of 100:44.2:800, and then add The pH value of the solution was adjusted by sodium hydroxide to 12, heated and stirred at 70° C. for 1 hour, so that the alkali lignin and N-phenyl-p-phenylenediamine were fully dissolved and mixed uniformly.

[0031](2) Reaction: Under the protection of nitrogen, slowly drop formaldehyde (addition amount 6g formaldehyde / 100g lignin) into the mixed solution obtained in step (1), and heat and stir at 70°C for 3 hours.

[0032] (3) Product purification: adjust the pH value of the solution obtained in step (2) to 2.5 with 5% sulfuric acid solution, heat up to 90° C. and keep warm, filter after caking, and wash 5 times with hot water to remove unreacted small molecules And inorganic salts, followed by washing 3 times with absolute ethanol to remove unreacted aromatic ...

Embodiment 2

[0038] The other steps of this embodiment are the same as in Example 1, except that the application of the synthetic lignin arylamine macromolecular antioxidant in natural rubber adopts the method of blending with natural rubber latex: 1 part of synthetic lignin Aromatic amine macromolecular antioxidant is added in the sodium hydroxide solution of a certain amount of 0.1mol / L and is mixed with the antioxidant solution of 10% solid content, and above-mentioned antioxidant solution is joined to the natural rubber of 167 parts of solid content 60% latex (100 parts of raw rubber), mixed and stirred evenly, then demulsified with 1mol / L dilute hydrochloric acid and washed with deionized water, and finally dried to obtain natural rubber raw rubber containing lignin aromatic amine macromolecular antioxidant. The steps and formula of preparing mixed rubber and vulcanized rubber are all the same as in Example 1, and the corresponding vulcanization time is 413s.

Embodiment 3

[0040] The other steps of this embodiment are the same as in Example 1, except that the mass ratio of alkali lignin, N-phenyl-p-phenylenediamine, and water in step (1) is 100:66.3:900, and formaldehyde in step (2) The dosage is 9g / 100g lignin, and the corresponding vulcanization time is 372s.

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Abstract

The invention provides a novel multifunctional lignin arylamine macromolecular antioxidant and a preparation method and application thereof in a polymer. Arylamine is introduced into lignin phenol ortho-position through a mannich reaction, a phenol functional group of the lignin is converted into a hindered phenol structure with the better anti-oxidant effect, and the anti-oxidant capability is improved; meanwhile, due to introduction of arylamine, the anti-oxidant effect is further enhanced, and the synergic anti-oxidant effect is achieved; compared with a common polymer antioxidant, the prepared lignin arylamine macromolecular antioxidant has the advantages of being non-toxic, high in molecular weight, not likely to be migrated, low in additive amount, simple in technology, mild in condition, capable of achieving industrial production easily and the like.

Description

technical field [0001] The invention relates to the technical field of polymer antioxidants, in particular to a multifunctional lignin arylamine macromolecular antioxidant, a preparation method thereof, and an application in polymer material processing. Background technique [0002] During the production, processing, storage, and use of polymers, they are easily affected by external environments such as heat, oxygen, and light, and molecular chains are broken, degraded, or cross-linked, resulting in the degradation of the properties of polymer materials, which is called aging. Adding antioxidants (also known as anti-aging agents) to polymers can inhibit the aging phenomena of polymers such as thermal oxygen, ultraviolet rays, and ozone, and improve the service life of materials. [0003] At present, commonly used antioxidants mainly include aromatic amines, hindered phenols, etc., and their main mechanism of action is to capture the free radicals generated when the polymer m...

Claims

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Application Information

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IPC IPC(8): C08H7/00C08L7/00C08L7/02C08L23/12C08L97/00
CPCC08H6/00C08L7/00C08L7/02C08L23/12C08L2201/08C08L97/00Y02P20/54
Inventor 蒋灿
Owner WUHAN INSTITUTE OF TECHNOLOGY
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